Allyl 2-oxocyclopentanecarboxylate

Base Information

• Chemical Name: Allyl 2-oxocyclopentanecarboxylate
• CAS No.: 75265-67-7
• Molecular Formula: C9H12O3
• Molecular Weight: 168.192
• DSSTox Substance ID: DTXSID40451638
• Nikkaji Number: J519.834H
• Mol file: 75265-67-7.mol

Synonyms:ALLYL 2-OXOCYCLOPENTANECARBOXYLATE;75265-67-7;Prop-2-enyl 2-oxocyclopentane-1-carboxylate;MFCD13195513;SCHEMBL2721962;DTXSID40451638;JBVYBVWYOSXHFO-UHFFFAOYSA-N;AC2196;Allyl 2-oxocyclopentane-1-carboxylate;AKOS037649611;ALLYL2-OXOCYCLOPENTANECARBOXYLATE;CS-12772;SY224713;CS-0139116;A915203

Chemical Property of Allyl 2-oxocyclopentanecarboxylate

Chemical Property:

• Vapor Pressure: 0.0129mmHg at 25°C
• Boiling Point: 259.5oC at 760 mmHg
• Flash Point: 110.1°C
• PSA: 43.37000
• Density: 1.114
• LogP: 1.08480
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 168.078644241
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

Allyl2-oxocyclopentanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)C1CCCC1=O

Technology Process of Allyl 2-oxocyclopentanecarboxylate

There total 8 articles about Allyl 2-oxocyclopentanecarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) + allyl alcohol (107-18-6) → allyl 2-oxocyclopentane-1-carboxylate (75265-67-7)

Guidance literature:

With zinc; In toluene; for 48h; Reflux;

Reference yield: 96.0%

2-diazocyclohexane-1,3-dione (1460-08-8) + allyl alcohol (107-18-6) → allyl 2-oxocyclopentane-1-carboxylate (75265-67-7)

Guidance literature:

In toluene; for 0.05h; Microwave irradiation; Sealed tube;

DOI:10.1002/ejoc.201100734

Reference yield: 78.0%

diallyl adipate (2998-04-1) → allyl 2-oxocyclopentane-1-carboxylate (75265-67-7)

Guidance literature:

diallyl adipate; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

With acetic acid; In tetrahydrofuran; at 0 - 20 ℃;

upstream raw materials:

diallyl adipate

2-ethoxycarbonyl-1-cyclopentanone

allyl bromide

1-(N-morpholino)cyclopent-1-ene

Downstream raw materials:

9-Oxo-11-ethyl-1,2-dihydro-pyrrol<3,2,1-ij>decahydrochinolin

Refernces

• 1、 Dagoneau, Dylan,Xu, Zhengren,Wang, Qian,Zhu, Jieping. "Enantioselective Total Syntheses of (-)-Rhazinilam, (-)-Leucomidine B, and (+)-Leuconodine F". . p. 760 - 763. Retrieved 2016/02/27.
• 2、 Doran, Robert,Guiry, Patrick J.. "Catalytic asymmetric synthesis of sterically hindered tertiary α-aryl ketones". . p. 9112 - 9124. Retrieved 2014/12/11.